Above & BeyondÂ
A book re-publication, masterclasses, and conference presentations illustrate the ‘life-changing’ moments that come with a Cheshire Academy education The cacophony in the van heading from Emily Dickinson’s Massachusetts home back to campus would have been enough to make the famously reserved Belle of Amherst blush. Four girls threw their heads back in unison. “Wind in […]
Cheshire Academy Opens 232nd School Year at ConvocationÂ
Heartfelt speeches and song mark annual ceremony on Simosa Field Cheshire Academy opened its 2025-26 academic year on Sept. 7 with a lively Convocation, featuring songs and speeches from students, advice from Head of School Tom Woelper P’26, and wise words from a longtime employee, parent, grandparent, and friend. The 232-year-old school, the 11th oldest […]
Building a Reading List That’s Both Rigorous and Relevant
Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship on vital issues in education. English Department Chair Jaimeson Lynch teaches IB® English Literature at Cheshire Academy, where she received the 2024 D. Robert Gardiner Excellence in Teaching Award. She is also an IB English A […]
Why Should I Attend Private School? Â
Choosing between private and public high school can be nerve wracking. Here are a few things that set independent schools apart.    If you’re deciding whether to send your child to public or private high school–or if you yourself are looking, you may be asking yourself: What makes private school worth the investment? What benefits are […]
What Questions Should I Ask on a Private High School Tour?
You’ve checked out the website, read the brochures, and met an admission counselor during a school fair. Want to know what it’s really like to live and study at an independent school?  Visiting in person is the best way to find your child’s home away from home – especially if you take the time for […]
